5,533

Homes in ZIP Code 06098

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  • 226 E Wakefield Blvd, Winsted, CT 06098

    $380,000 Sold Sep 17, 2025

    • 1,196 Sq Ft
    • $318/SF
    • 38 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1974

    226 E Wakefield Blvd, Winsted, CT 06098

    Welcome to your dream retreat on beautiful Highland Lake-a fully renovated gem offering the perfect blend of charm, comfort & modern updates. This lovingly maintained 3-bedroom, 1.5-bath home has been thoughtfully refreshed from top to bottom, making it truly move-in ready. Step inside to discover fresh paint throughout, newly installed floors, and beautifully updated bathrooms. The spacious

    Pascale Nejaime William Pitt Sotheby's Int'l

    226 E Wakefield Blvd, Winsted, CT 06098
  • 7 Stadler Heights, Winsted, CT 06098
    7 Stadler Heights, Winsted, CT 06098
    7 Stadler Heights, Winsted, CT 06098
    /8

    $389,000

    • Land
    • 20.87 Acres
    • $18,639 per Acre

    7 Stadler Heights, Winsted, CT 06098

    Welcome, You be the first, to come and conquer this land here in Winchester, Connecticut. There are 20.87 acres of virgin land. Come and build, do what you do best, you can have Peace and Privacy!!! There are no sidewalks, no streets that drive through. You are 40 minutes from multiple private schools. 16 minutes from Charlotte Hungerford Hospital. 1 hour from Tweed Airport New Haven. 39

    Hector Ortiz KW Legacy Partners

    7 Stadler Heights, Winsted, CT 06098
  • 179 Gilbert Ave, Winsted, CT 06098

    $275,000 Sold Sep 13, 2025

    • 1,744 Sq Ft
    • $158/SF
    • 46 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    179 Gilbert Ave, Winsted, CT 06098

    Welcome to 179 Gilbert Avenue! This charming Ranch-style home offers a total of over 1,700 square feet of comfortable living space, with 1,144 sq ft on the main level featuring a cozy living room, an eat-in kitchen, full bathroom, and three bedrooms. The finished lower level adds approximately 600 sq ft and provides great flexibility with a spacious family room, a second full bath, and an

    David Sartirana Northwest CT Realty

    179 Gilbert Ave, Winsted, CT 06098
  • 151 Losaw Rd, Winsted, CT 06098
    151 Losaw Rd, Winsted, CT 06098
    151 Losaw Rd, Winsted, CT 06098
    /40

    $749,999

    • 5 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    151 Losaw Rd, Winsted, CT 06098

    This property is your personal sanctuary, complete with private trails for hiking your own land. Feel worlds away while being less than 2 miles to town amenities in this like-new retreat nestled on an expansive 11.59-acre lot. The eat-in-kitchen is well-equipped with ample cooking space, seamlessly connected to the formal dining room and open to living space, and leads out to the large deck with

    Breanna Goebel Compass Connecticut, LLC

    151 Losaw Rd, Winsted, CT 06098
  • 39 Colony Dr, Winsted, CT 06098

    $279,900 Sold Sep 12, 2025

    • 1,183 Sq Ft
    • $237/SF
    • 65 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1969

    39 Colony Dr, Winsted, CT 06098

    Well-maintained 3-bedroom, 1-bath Cape located in a quiet neighborhood in Winchester. Features include dining area with hardwood floors, natural gas heat, and a top notch alarm system. Roof is less than 10 years old. Functional layout with flexible living space and a manageable yard for outdoor enjoyment. Sale is contingent upon successful purchase of seller's new property.

    Alison Behlman Tier 1 Real Estate

    39 Colony Dr, Winsted, CT 06098
  • 674 E Wakefield Blvd, Winsted, CT 06098
    674 E Wakefield Blvd, Winsted, CT 06098
    674 E Wakefield Blvd, Winsted, CT 06098
    /40

    $1,149,000

    • 3 Beds
    • 3 Baths
    • 2,097 Sq Ft

    674 E Wakefield Blvd, Winsted, CT 06098

    Experience premier waterfront living on Highland Lake in this beautifully maintained 3-bedroom, 3-bath home offering stunning panoramic lake views and direct water access. Situated in the desirable 3rd Bay, this property boasts a private dock-perfect for boating, swimming, and enjoying all the lake lifestyle has to offer. Inside, you'll find an open and inviting layout with a spacious living

    Patrick Smith Smith & DeGroat Real Estate

    674 E Wakefield Blvd, Winsted, CT 06098
  • 267 Rockwell St, Winsted, CT 06098

    $302,500 Sold Sep 12, 2025

    • 2,861 Sq Ft
    • $106/SF
    • 70 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1850

    267 Rockwell St, Winsted, CT 06098

    Great opportunity to own a spacious, fully rented 3-family property on a level .86 acre lot, just a short walk to Highland Lake. This home includes a 2-3 bedroom multi level apartment as well as two 1 bedroom apartments, ideal for tenants or extended family. The property features a large parking area and 3 garage spaces, perfect for storage or added rental value. Enjoy the open yard, and a

    Austin Brochu Sullivan Real Estate Inc

    267 Rockwell St, Winsted, CT 06098
  • 57 Main St, Winsted, CT 06098
    57 Main St, Winsted, CT 06098
    57 Main St, Winsted, CT 06098
    /27

    $375,000

    • 3 Beds
    • 3,660 Sq Ft

    57 Main St, Winsted, CT 06098

    Wonderful multiuse property on Main St. in Winsted. Currently used as a cleaners on the first floor and residential unit on the second floor. Multiple possibilities for this building which is in a prime location. Potential to take over the current business and rent or live in second floor, covert to multifamily or start a new business venture. This property is also listed as commercial with MLS

    Stacy LaQuerre Regall Realty, LLC

    57 Main St, Winsted, CT 06098
  • 41 Lovely St, Winsted, CT 06098

    $383,000 Sold Sep 10, 2025

    • 2,531 Sq Ft
    • $151/SF
    • 39 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1910

    41 Lovely St, Winsted, CT 06098

    Highest and Best by Wednesday at 1 pm. Lovely 2 family home on a side street ,not far from Highland lake, parks, town hall, restaurants and shopping . The home is in move in condition and features updated ,fully applianced kitchens & updated baths, wood floors and Vinyl windows.The 1st floor features 6 rooms , 3 bedrooms and 1 bath with access to the basement. The second floor features 5 rooms ,

    Mary Mary LeBlanc Realty

    41 Lovely St, Winsted, CT 06098
  • 115 Old Robertsville Rd, Winsted, CT 06098
    115 Old Robertsville Rd, Winsted, CT 06098
    115 Old Robertsville Rd, Winsted, CT 06098
    /13

    $649,900

    • Land
    • 41.23 Acres
    • $15,763 per Acre

    115 Old Robertsville Rd, Winsted, CT 06098

    Development Opportunity! 41.23 Acres with Historic Home & Barn - Subdivision Possible Rare chance to own a prime 41.23-acre parcel in New England with an 1800 Antique Colonial Farmhouse and classic English/New England hybrid barn. The land may be subdividable and is located near the highly desirable Riverwalk Condominiums, making it ideal for new condo development (subject to approvals). The home

    Jared Tedesco Litchfield County Real Estate

    115 Old Robertsville Rd, Winsted, CT 06098
  • 435 W Wakefield Blvd, Winsted, CT 06098

    $1,215,000 Sold Sep 10, 2025

    • 5,231 Sq Ft
    • $232/SF
    • 347 Days On Market
    • 8 Beds
    • 4.5 Baths
    • Built 1930

    435 W Wakefield Blvd, Winsted, CT 06098

    Welcome to this spectacular Highland Lake estate, offering a unique blend of luxury & tranquility. Situated on 1.51 acres of combined land, the property includes a large barn/garage capable of housing multiple cars, boats, & equipment. The main home boasts generously sized rooms w/ high ceilings, offering an open, airy feel throughout. The kitchen has been updated w/ hardwood cabinets, featuring

    Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

    435 W Wakefield Blvd, Winsted, CT 06098
  • 82 Riverton Rd, Colebrook, CT 06021
    82 Riverton Rd, Colebrook, CT 06021
    82 Riverton Rd, Colebrook, CT 06021
    /9

    $850,000

    • Land
    • 116.5 Acres
    • $7,296 per Acre

    82 Riverton Rd, Colebrook, CT 06021

    Escape to Your Own 116 acres of Paradise in Colebrook, CT! Discover 116 +/- acres of picturesque land nestled along Riverton Road in the heart of scenic Colebrook, Connecticut. This extraordinary property offers a rare opportunity to own a vast expanse of rural beauty, complete with two serene ponds, winding old logging roads, and a mix of standing hardwoods and softwoods that create a lush,

    Suzie Larson Turning Point Realty, LLC

    82 Riverton Rd, Colebrook, CT 06021
  • 42 Maloney Ct, Winsted, CT 06098

    $240,000 Sold Sep 09, 2025

    • 1,008 Sq Ft
    • $238/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    42 Maloney Ct, Winsted, CT 06098

    Cute affordable turn key Ranch. Situated on a corner lot in a quiet convenient neighborhood. 3 bedroom's 1 bath. Basement has potential to be nicely finished space. Broker/owner.

    James Walsh James Walsh

    42 Maloney Ct, Winsted, CT 06098
  • 00 Chapel Rd, Winchester, CT 06098
    00 Chapel Rd, Winchester, CT 06098
    00 Chapel Rd, Winchester, CT 06098
    /5

    $300,000

    • Land
    • 15.9 Acres
    • $18,868 per Acre

    00 Chapel Rd, Winchester, CT 06098

    Look no further for A Very Private location to build your Dream Home?? On this Lot there is the Hilltop which can provide peace and solitude for your home or vacation retreat . Historical Winchester Center is deep with rich heritage and History of Winchester may be the place for you. The access to the Rear lot is though 151 Chapel Rd. property.

    Linda Ganem Borla & Associates Real Estate

    00 Chapel Rd, Winchester, CT 06098
  • 174 Wallens St Unit D3, Winsted, CT 06098

    $260,000 Sold Sep 05, 2025

    • 1,352 Sq Ft
    • $192/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 2005

    174 Wallens St Unit D3, Winsted, CT 06098

    SELDOM AVAILABLE 2 BR MOVE IN CONDITION RANCH AT THE CLOCMAKERS HILL ADULT COMMUNITY FOR 55 AND OVER.SPECIAL END UNIT WITH LOTS OF SUNNY WINDOWS-COVERED FRONT PORCH AND ATTACHED GARAGE-CAIR GAS-HIGH CEILINGS-HICKORY KITCHEN CABINETS WITH CORIAN COUNTERS-REMODELED BATHS -GAS FIREPLACED LIVING ROOM OPEN TO FORMAL DINING ROOM WITH LOTS OF SUNNY WINDOWS-MASTER BEDROOM WITH WALKIN CLOSET AND FULL

    Mary New Berkshire Hathaway NE Prop.

    174 Wallens St Unit D3, Winsted, CT 06098
  • 257 Torringford St, Winchester, CT 06098
    257 Torringford St, Winchester, CT 06098
    257 Torringford St, Winchester, CT 06098
    /26

    $1,200,000

    • Land
    • 65.29 Acres
    • $18,380 per Acre

    257 Torringford St, Winchester, CT 06098

    65+ Acre Property with infrastructure and natural features. Spanning over 65 acres, this private property is accessed via a 5,000 foot driveway and features a mix of open space and wooded terrain. The land is bordered by historic stone walls on both sides, adding character and clear boundary lines. Bonus: 14x40 horse barn, ready for livestock or storage. 24x32 building on a concrete slab,

    Sabrina Janco Century 21 Bay-Mar Realty

    257 Torringford St, Winchester, CT 06098
  • 107 Old Rd N, Winchester, CT 06098

    $320,000 Sold Sep 03, 2025

    • 1,616 Sq Ft
    • $198/SF
    • 24 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    107 Old Rd N, Winchester, CT 06098

    Completely Updated Raised Ranch on a Peaceful, Secluded Lot in Winsted! Escape the noise and discover this beautifully updated Raised Ranch, set on a private 0.78-acre lot in the quiet town of Winsted. Surrounded by nature and tucked away in a serene setting, this home offers the perfect balance of indoor comfort and outdoor living. Inside, you'll love the bright, open layout and thoughtful

    Jill Rubino Century 21 AllPoints Realty

    107 Old Rd N, Winchester, CT 06098
  • 256 Colebrook Rd, Winchester Center, CT 06098
    256 Colebrook Rd, Winchester Center, CT 06098
    /2

    $39,900

    • Land
    • 0.92 Acre
    • $43,370 per Acre

    256 Colebrook Rd, Winchester Center, CT 06098

    Just under an acre of land and over 100 feet of road frontage available on Colebrook Road!

    Austin Brochu Sullivan Real Estate Inc

    256 Colebrook Rd, Winchester Center, CT 06098
  • 389 Colebrook River Rd, Winsted, CT 06098

    $319,900 Sold Aug 29, 2025

    • 1,034 Sq Ft
    • $309/SF
    • 57 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1950

    389 Colebrook River Rd, Winsted, CT 06098

    Charming Bungalow with a cozy cottage feel, beautifully updated and ready to enjoy! The main level features a warm and inviting country kitchen with breakfast bar, an open dining area with sliders leading to the rear deck, a spacious living room with access to a classic farmhouse-style front porch, and a convenient half bath. Upstairs offers two modest bedrooms, a full bath, and a small office or

    David Sartirana Northwest CT Realty

    389 Colebrook River Rd, Winsted, CT 06098
  • 469 Platt Hill Rd, Winsted, CT 06098
    469 Platt Hill Rd, Winsted, CT 06098
    469 Platt Hill Rd, Winsted, CT 06098
    /39

    $920,000

    • 4 Beds
    • 2 Baths
    • 3,088 Sq Ft

    469 Platt Hill Rd, Winsted, CT 06098

    HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 1789 11 Room 3,088 Sq. Ft. Colonial expresses Love, Warmth & Care. From the Solid Beams, Chestnut Wide-Board Floors,

    Marshall Cohen Cohen Agency

    469 Platt Hill Rd, Winsted, CT 06098
  • 30 Mountain Ave, Winsted, CT 06098

    $178,500 Sold Aug 29, 2025

    • 2,310 Sq Ft
    • $77/SF
    • 74 Days On Market
    • 5 Beds
    • 1.5 Baths
    • Built 1873

    30 Mountain Ave, Winsted, CT 06098

    Buyer couldn't get funding. Bring all offers! Not afraid of some peeling paint or rotting wood? This is the house for you! 30 Mountain Ave with 5 beds, 1.5 baths is your opportunity to bring a vision to life. Located in a welcoming neighborhood, it offers a generous layout ready for customization and renovation. Whether you're a seasoned investor or a first-time buyer with a knack for design,

    Derek Greene Derek Greene

    30 Mountain Ave, Winsted, CT 06098
  • 0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021
    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021
    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021
    /5

    $1,350,000

    • Land
    • 124.92 Acres
    • $10,807 per Acre

    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021

    Intriguing Litchfield County / Colebrook CT Location: Great Opportunity to Own this Surveyed 124.92 Acre Site. Excellent Visible Corner Location. Lightly Wooded with Good Road Frontage. Potential as a Commercial / Residential Development, Private Estate Style Compound, Agricultural Use. Put your imagination to work here. Includes an existing Golf Driving Range at the Corner of Route 44

    Marshall Cohen Cohen Agency

    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021
  • 279 Pratt St, Winsted, CT 06098

    $290,000 Sold Aug 28, 2025

    • 1,978 Sq Ft
    • $147/SF
    • 49 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1880

    279 Pratt St, Winsted, CT 06098

    Perched atop Pratt Street in Winsted, this traditional farmhouse offers a peaceful retreat on a generous 1.75-acre lot. Tucked away from the hustle and bustle, the property provides a quiet sanctuary surrounded by nature, perfect for those yearning to live out their farming dreams. The home itself features a classic farmhouse charm with inviting living spaces. You'll find warm hardwood floors

    Michelle Grant Coldwell Banker Premier Real Estate

    279 Pratt St, Winsted, CT 06098
  • 39 S Main St, Winsted, CT 06098
    39 S Main St, Winsted, CT 06098
    39 S Main St, Winsted, CT 06098
    /34

    $749,900

    • 7 Beds
    • 3 Baths
    • 3,486 Sq Ft

    39 S Main St, Winsted, CT 06098

    THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment, freshly updated. Brand new whole house natural gas

    RYAN HORVAY Smith & DeGroat Real Estate

    39 S Main St, Winsted, CT 06098
  • 409 N Main St, Winsted, CT 06098

    $388,000 Sold Aug 27, 2025

    • 2,403 Sq Ft
    • $161/SF
    • 70 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1868

    409 N Main St, Winsted, CT 06098

    This versatile 2-family home would make a perfect owner occupant first floor unit with 3 bedrooms; with a 2 bedroom second floor apartment. Private entrances with separate utilities. Let your rental income help pay your mortgage. Each unit comes with formal living and dining rooms. Pellet stove in the main dining room. Refinished wide pine flooring. Large main Kitchen with lots of cabinet space

    Christine Hunter Hunter Real Estate, LLC

    409 N Main St, Winsted, CT 06098
  • 50 Pine Rd, Colebrook, CT 06098
    50 Pine Rd, Colebrook, CT 06098
    50 Pine Rd, Colebrook, CT 06098
    /3

    $49,900

    • Land
    • 1.91 Acres
    • $26,126 per Acre

    50 Pine Rd, Colebrook, CT 06098

    This spacious 1.91-acre lot is located in the rural surroundings of Colebrook, offering the perfect setting for building your home. With 380 feet of road frontage, this property provides easy access and ample space for construction. Whether you're looking for a peaceful retreat or a place to build a home, this land offers plenty of possibilities. Testing will need to be redone

    Austin Brochu Sullivan Real Estate Inc

    50 Pine Rd, Colebrook, CT 06098
  • 343 W Wakefield Blvd, Winsted, CT 06098

    $236,434 Sold Aug 25, 2025

    • 674 Sq Ft
    • $351/SF
    • 40 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1923

    343 W Wakefield Blvd, Winsted, CT 06098

    Your oasis awaits!!! Schedule your appointment today and come view this adorable Bungalow. There is so much potential to be made here. Bring your ideas and creativity as the seller is motivated, bring all offers!!!

    Patrick Precourt Dorrance Realty

    343 W Wakefield Blvd, Winsted, CT 06098

Showing Results 121 - 160, Page 4 of 18

Connecticut Litchfield County Winsted 06098

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